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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 24, Number 5
JKCSEZ 24(5)
October 20, 1980

Title	Kinetic Studies on Nucleophilic Substitution Reaction for Naphthalene Carbonyl Chloride 염화나프탈렌카르보닐의 친핵성 치환반응에 관한 연구
Author	Sang Kee Yoon, Tae Sup Uhm, Dae Dong Sung 윤상기, 엄태섭, 성대동
Keywords
Abstract	α- 및 β-염화나프탈렌카르보닐의 가메탄올 분해반응속도를 메탄올-아세톤, 메탄올-아세토니트릴 혼합용매 속에서 측정하였다. 각 혼합용매마다 공통적으로 α-염화나프탈렌카르보닐이 β-염화나프탈렌카르보닐보다 반응속도 상수가 크게 관측되었다. 이것은 Dewar수 Nr과 Streitwieser의 σ+값과도 일치하였다. 카르보닐탄소가 천이상태에서 sp3로 바뀌어 인접수소에 의한 입체장애가 없어지는 것을 알 수 있었다. The rate constants for the reaction of α-naphthalene carbonyl chloride and β-naphthalene carbonyl chloride have been determined in methanol-acetonitrile and methanol-acetone. The rate constant of α-naphtalene carbonyl chloride is higher than that of β-naphthalene carbonyl chloride. This behavior is consistent with Dewar's number, Nr and also Streitwieser's value σ+. Since in the transition state carbonyl carbon is transformed to sp3, no peri-hydrogen effect was observed.
Page	347 - 355
Full Text	PDF

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